Specific accumulation and revised structures of acridone alkaloid glucosides in the tips of transformed roots of Ruta graveolens

Phytochemistry

Volumn 65, Issue 8, 2004, Pages 1095-1100

  Kuzovkina, Inna ^a   Al'terman, Irina ^a   Schneider, Bernd ^b  

^a TIMIRYAZEV INSTITUTE OF PLANT PHYSIOLOGY   (Russian Federation)

^b MAX PLANCK INSTITUTE FOR CHEMICAL ECOLOGY   (Germany)

Author keywords

Accumulation; Acridone alkaloids; Acridone glucosides; Gravacridondiol glucoside; Hairy root culture; HPLC NMR; Root tips; Ruta graveolens; Rutaceae; Rutacridone

Indexed keywords

1 HYDROXY 3 METHOXY N METHYLACRIDONE; GLUCOSIDE; GRAVACRIDONDIOL; RUTA GRAVEOLENS EXTRACT; RUTACRIDONE; UNCLASSIFIED DRUG;

ARTICLE; CHROMATOGRAPHY; CULTURAL ANTHROPOLOGY; DIFFERENTIATION; DRUG IDENTIFICATION; DRUG STRUCTURE; GENETIC TRANSFORMATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MEDICINAL PLANT; PLANT ROOT; PROTON NUCLEAR MAGNETIC RESONANCE;

ACRIDINES; ALKALOIDS; CULTURE TECHNIQUES; GLUCOSIDES; MERISTEM; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PLANT EXTRACTS; RUTA;

RUTA; RUTA GRAVEOLENS; RUTACEAE;

EID: 2142715916     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2004.03.003     Document Type: Article

References (37)

1. Bais H.P., Loyola-Vargas V.M., Flores H.E., Vivanco J.M. Root-specific metabolism. The biology and biochemistry of underground organs In Vitro Cell Development and Biology - Plant. 37:2001;730-741
2. Baumert A., Kuzovkina I.N., Krauss G., Hieke M., Gröger D. Biosynthesis of rutacridone in tissue culture of Ruta graveolens L. Plant Cell Reports. 1:1982;168-171
3. Baumert A., Maier W., Gröger D., Deutzmann R. Purification and properties of acridone synthase from cell suspension cultures of Ruta graveolens L. Zeitschrift für Naturforschung. 49C:1994;26-32
4. 13C-NMR-Spektren einiger Acridon-Alkaloide. Phytochemistry. 18:1979;161-163
5. Brigham L.A., Michaels P.J., Flores H.E. Cell-specific production and antimicrobial activity of naphthoquinones in roots of Lithospermum erythrorhizon. Plant Physiology. 119:1999;417-428
6. De Feo V., De Simone F., Senatore F. Potential allelochemicals from the essential oil of Ruta graveolens. Phytochemistry. 61:2002;573-578
7. Eilert U., Wolters B., Nahrstedt A., Wray V. Hydroxyrutacridon-Epoxid, ein neues Acridon-Alkaloid aus Ruta graveolens. Zeitschrift für Naturforschung. 37C:1982;132-133
8. Eilert U., Ehmke A., Wolters B. Elicitor-induced accumulation of acridone alkaloid epoxides in Ruta graveolens suspension cultures. Planta Medica. 6:1984;508-512
9. Eilert U., Wolters B., Constabel F. Ultrastructure of acridone alkaloid idioblasts in roots and cell cultures of Ruta graveolens. Canadian Journal of Botany. 64:1986;1089-1096
10. Gamborg O.L., Miller R.A., Ojima K. Nutrient requirements of suspension cultures of soybean root cells. Experimental Cell Research. 50:1968;151-158
11. Gröger D. Vorkommen und Biochemie der Acridon-Alkaloide-Ein Fortschrittsbericht. Pharmazie. 43:1988;815-826
12. Hawes M.C., Gunawardena U., Miyasaka S., Zhao X. The role of border cells in plant defense. Trends in Plant Science. 5:2000;128-133
13. Junghanns K.T., Kneusel R.E., Baumert A., Maier W., Gröger D., Matern U. Molecular cloning and heterologous expression of acridone synthase from elicited Ruta graveolens L. cell suspension cultures. Plant Molecular Biology. 27:1995;681-692
14. Junghanns K.T., Kneusel R.E., Gröger D., Matern U. Differential regulation and distribution of acridone synthase in Ruta graveolens. Phytochemistry. 49:1998;403-411
15. Kuzovkina I.N. Cultivation of genetically transformed plant roots. possibilities and prospects of use in plant physiology Soviet Plant Physiology. 39:1992;1208-1214
16. Kusovkina I.N., Kusnetsova G.A., Smirnov A.M. Synthesis of coumarins in the root tissue cultures of Ruta graveolens L. Herba Hungarica. 10:1971;39-41
17. Kuzovkina I.N., Ladygina E.Y., Smirnov A.M. Root tissue of common rue studied by luminescent microscopy. Soviet Plant Physiology. 22:1975;501-503
18. Kuzovkina I.N., Chernyshova T.P., Alterman I.E. Characterization of a Ruta graveolens callus tissue strain producing rutacridone. Soviet Plant Physiology. 26:1979;492-500
19. Kuzovkina I.N., Szendrei K., Rozsa Z., Reisch J. Composition of alkaloids of isolated roots, callus tissues and cell suspension of Ruta graveolens. Rastitelnye Resursy (Sankt Petersburg). 16:1980;112-118
20. Kuzovkina I.N., Schmauder H.-P., Gröger D. Activity of anthranylate synthetase in callus tissue strains of Ruta graveolens with different levels of rutacridone. Soviet Plant Physiology. 34:1987;1025-1027
21. Maier W., Schumann B., Gröger D. Biosynthesis of acridone alkaloids. Formation of rutacridone by cell-free extract of Ruta graveolens cell suspension cultures. FEBS Letters. 263:1990;289-291
22. Molisch H. Rote Wurzelspitzen. Berichte der Deutschen Botanischen Gesellschaft. 46:1928;311-317
23. Nahrstedt A., Eilert U., Wolters B. Rutacridone-epoxide, a new acridone alkaloid from Ruta graveolens. Zeitschrift für Naturforschung. 36C:1981;200-203
24. Oliva A., Meepagala K.M., Wedge D.E., Harries D., Hale A.L., Aliotta G., Duke S.D. Natural fungicides from Ruta graveolens L. leaves, including a new quinolone alkaloid. Journal of Agricultural and Food Chemistry. 51:2003;890-896
25. Opitz S., Schnitzler J.P., Hause B., Schneider B. Histochemical analysis of phenylphenalenone-related compounds in Xiphidium caeruleum (Haemodoraceae). Planta. 216:2003;881-889
26. Paulini H., Waibel R., Kiefer J., Schimmer O. Gravacridondiol acetate, a new dihydrofuroacridone alkaloid from Ruta graveolens. Planta Medica. 57:1991;82-83
27. Ramawat K., Rideau M., Chenieux J.-C. Growth and quaternary alkaloid production in differentiating and non-differentiating strains of Ruta graveolens. Phytochemistry. 24:1985;441-445
28. Reinhard E., Corduan G., Volk O.H. Über Gewebekulturen von Ruta graveolens. Planta Medica. 8:1968;16-18
29. Reisch J., Rozsa Z., Szendrei K., Novak I., Minker E. Acridon-Alkaloid-Glukoside aus Ruta graveolens. Phytochemistry. 15:1976;240-241
30. Rozsa Z., Kusovkina I.N., Reisch J., Novak I., Szendrei K., Minker E. Gravacridondiol and its glucoside from the tissue culture of Ruta graveolens L. Fitoterapia. 47:1976;147-149
31. Rozsa Z., Reisch J., Szendrei K., Minker E. Rutacridone-epoxide and gravacridonol from the roots of Ruta graveolens. Fitoterapia. 42:1981;93-95
32. Scharlemann W. Acridonalkaloide aus Kalluskulturen von Ruta graveolens. Zeitschrift für Naturforschung. 27B:1972;806-808
33. Sprecher E. Beiträge zur Frage der Biogenese sekundärer Pflanzenstoffe der Weinraute (Ruta graveolens). Planta. 47:1956;323-358
34. Szendrei K., Rozsa Zs., Reisch J., Novak I., Kusovkina I., Minker E. Acridonalkaloide aus Pflanze und Gewebekulturen von Ruta graveolens L. Herba Hungarica. 15:1976;23-29
35. Versar-Petri G., Czedö K., Möllmann H., Szendrei K., Reisch J. Fluoreszenzmikroskopische Untersuchungen über die Lokalisierung von Acridon-Alkaloiden in Geweben von Ruta graveolens. Planta Medica. 29:1976;370-375
36. Walker T.S., Bais H.P., Grotewold E., Vivanco J.M. Root exudation and rhizosphere biology. Plant Physiology. 132:2003;44-51
37. Zobel A.M., Brown S.A. Histological localization of furanocoumarins in Ruta graveolens shoots. Canadian Journal of Botany. 67:1989;915-921